Sulfoxone

HCID 5351

Grundinformationen

CAS
144-75-2
Standard-SMILES
O=S(O)CNc1ccc(S(=O)(=O)c2ccc(NCS(=O)O)cc2)cc1
InChIKey
NEDPPCHNEOMTJV-UHFFFAOYSA-N
Summenformel
C14H16N2O6S3
Durchschnittliche Molmasse
404,5 g/mol
Monoisotopische Masse
404,01704923

Überblick

Aldesulfone is a sulfonamide.

Namen und Bezeichner

Bevorzugter Name
Sulfoxone
IUPAC
[4-[4-(sulfinomethylamino)phenyl]sulfonylanilino]methanesulfinic acid
Englischer Name
sulfoxone
Summenformel
C14H16N2O6S3
Molmasse
404.48

Namen und Synonyme

sulfoxoneAldesulfoneAldesulphone144-76-3aldesulfon sodium0G3C18OH4DDTXSID80162594Methanesulfinic acid, (sulfonylbis(4,1-phenyleneimino))bis-((4-((4-((sulfinomethyl)amino)benzene)sulfonyl)phenyl)amino)methanesulfinic acid{[4-({4-[(sulfinomethyl)amino]benzene}sulfonyl)phenyl]amino}methanesulfinic acidRefChem:889709DTXCID50196725
Weitere Namen anzeigen
Sulfoxone (Aldesulfone)NEDPPCHNEOMTJV-UHFFFAOYSA-NMethanesulfinic acid, 1,1'-[sulfonylbis(4,1-phenyleneimino)]bis-[[4-[4-(sulfinomethylamino)phenyl]sulfonylphenyl]amino]methanesulfinic acid
1,1'-(Sulfonylbis(4,1-phenyleneimino))bis(methanesulfinic acid)Sodium sulfoxoneSodium aldesulphoneDiasoneAldesulfon[4-[4-(sulfinomethylamino)phenyl]sulfonylanilino]methanesulfinic acid((sulfonylbis(4,1-phenylene))bis(azanediyl))dimethanesulfinic acidUNII-0G3C18OH4D

Datenbank-Bezeichner

CAS
144-75-2、144-76-3
PubChem CID
5351
DTXSID
DTXSID80162594
ChEMBL
CHEMBL1570
ChEBI
CHEBI:135651
UNII
0G3C18OH4D

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,2
Polarare Oberfläche (TPSA)
180 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
10
Frei drehbare Bindungen
8
Schwere Atome
25

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15
LogP-2.8
Solubility2.63e+00 g/L
Physical DescriptionSolid

Physikochemische Eigenschaften

Siedepunkt
857.3 · 857.3±75.0 °C(Predicted)
Dichte
1.753 · 1.753±0.06 g/cm3(Predicted)
pka
2.58 · 2.58±0.10(Predicted)

Chemie und Industrie

Pharmakologische Informationen

Protein Binding69%
Pharmacodynamics · 1 Eintrag

Sulfoxone is a sulfonamide antibiotic. The sulfonamides are synthetic bacteriostatic antibiotics with a wide spectrum against most gram-positive and many gram-negative organisms. However, many strains of an individual species may be resistant. Sulfonamides inhibit multiplication of bacteria by acting as competitive inhibitors of <i>p</i>-aminobenzoic acid in the folic acid metabolism cycle. Bacterial sensitivity is the same for the various sulfonamides, and resistance to one sulfonamide indicates resistance to all. Most sulfonamides are readily absorbed orally. However, parenteral administration is difficult, since the soluble sulfonamide salts are highly alkaline and irritating to the tissues. The sulfonamides are widely distributed throughout all tissues. High levels are achieved in pleural, peritoneal, synovial, and ocular fluids. Although these drugs are no longer used to treat meningitis, CSF levels are high in meningeal infections. Their antibacterial action is inhibited by pus.

Mechanism of Action · 1 Eintrag

Sulfoxone is a competitive inhibitor of bacterial enzyme dihydropteroate synthetase. The normal substrate for the enzyme, para-aminobenzoic acid (PABA) cannot bind as usual. The inhibited reaction is necessary in these organisms for the synthesis of folic acid.

Biological Half-Life3-8 hours
Metabolism/MetabolitesHepatic.
Absorption, Distribution and ExcretionRapidly absorbed.

Anbieter1 Anbieter

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